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Also known as: Hydroxyzine hcl, 1244-76-4, Hydroxyzine monohydrochloride, Ca67jf5q4w, Mls000028602, Smr000058737
Molecular Formula
C21H28Cl2N2O2
Molecular Weight
411.4  g/mol
InChI Key
IPSVAUIEEPSJRZ-UHFFFAOYSA-N
FDA UNII
CA67JF5Q4W

Hydroxyzine Dihydrochloride
A histamine H1 receptor antagonist that is effective in the treatment of chronic urticaria, dermatitis, and histamine-mediated pruritus. Unlike its major metabolite CETIRIZINE, it does cause drowsiness. It is also effective as an antiemetic, for relief of anxiety and tension, and as a sedative.
1 2D Structure

Hydroxyzine Dihydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethanol;hydrochloride
2.1.2 InChI
InChI=1S/C21H27ClN2O2.ClH/c22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25;/h1-9,21,25H,10-17H2;1H
2.1.3 InChI Key
IPSVAUIEEPSJRZ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1CN(CCN1CCOCCO)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl.Cl
2.2 Other Identifiers
2.2.1 UNII
CA67JF5Q4W
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)ethanol

2. Atarax

3. Durrax

4. Hydroxyzine

5. Hydroxyzine Dihydrochloride

6. Hydroxyzine Pamoate

7. Orgatrax

8. Pamoate, Hydroxyzine

9. Vistaril

2.3.2 Depositor-Supplied Synonyms

1. Hydroxyzine Hcl

2. 1244-76-4

3. Hydroxyzine Monohydrochloride

4. Ca67jf5q4w

5. Mls000028602

6. Smr000058737

7. 2-(2-(4-((4-chlorophenyl)phenylmethyl)piperazin-1-yl)ethoxy)ethanol Hydrochloride

8. 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethanol;hydrochloride

9. 2-[2-[4-[(4-chlorophenyl)phenylmethyl]piperazin-1-yl]ethoxy]ethanol Hydrochloride

10. Einecs 214-989-3

11. Unii-ca67jf5q4w

12. Hydroxyzin Hydrochloride

13. Opera_id_1515

14. 1-(p-chlorobenzhydryl)-4-(2-(2-hydroxyethoxy)ethyl)diethylenediamine Hydrochloride

15. Dsstox_cid_27530

16. Dsstox_rid_82400

17. Dsstox_gsid_47530

18. Schembl41448

19. Mls002222192

20. Chembl1201007

21. Dtxsid5047530

22. Tox21_302563

23. Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, Monohydrochloride

24. Ethanol, 2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)-, Hydrochloride

25. Ethanol, 2-(2-(4-(p-chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)-, Monohydrochloride

26. Ncgc00180974-01

27. Ncgc00256629-01

28. 14729-22-7

29. Cas-1244-76-4

30. Q27275377

31. 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]ethanol;hydron;chloride

32. 2-[2-[4-[(4-chlorophenyl)phenylmethyl]piperazin-1-yl]ethoxy]ethanolhydrochloride

33. Ethanol, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, Hydrochloride (1:1)

34. Ethanol, 2-(2-(4-(p-chloro-.alpha.-phenylbenzyl)-1-piperazinyl)ethoxy)-, Monohydrochloride

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 411.4 g/mol
Molecular Formula C21H28Cl2N2O2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count8
Exact Mass410.1527835 g/mol
Monoisotopic Mass410.1527835 g/mol
Topological Polar Surface Area35.9 Ų
Heavy Atom Count27
Formal Charge0
Complexity376
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antipruritics

Agents, usually topical, that relieve itching (pruritus). (See all compounds classified as Antipruritics.)


Histamine H1 Antagonists

Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood. (See all compounds classified as Histamine H1 Antagonists.)


4.2 FDA Pharmacological Classification
4.2.1 Pharmacological Classes
Histamine Receptor Antagonists [MoA]; Antihistamine [EPC]

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03-Feb-2021
30-Sep-2024
KGS
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Quantity (KGS) & Unit rate (USD/KGS) over time

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DOSAGE - INJECTABLE;INJECTION - 25MG/ML **Fed...DOSAGE - INJECTABLE;INJECTION - 25MG/ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 11111

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DOSAGE - INJECTABLE;INJECTION - 50MG/ML **Fed...DOSAGE - INJECTABLE;INJECTION - 50MG/ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 11111

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DOSAGE - SYRUP;ORAL - 10MG/5ML

USFDA APPLICATION NUMBER - 87294

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DOSAGE - INJECTABLE;INJECTION - 25MG/ML

USFDA APPLICATION NUMBER - 87408

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DOSAGE - INJECTABLE;INJECTION - 50MG/ML

USFDA APPLICATION NUMBER - 87408

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DOSAGE - TABLET;ORAL - 25MG

USFDA APPLICATION NUMBER - 88618

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DOSAGE - TABLET;ORAL - 50MG

USFDA APPLICATION NUMBER - 88619

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